Dog Boarding Windham

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Over 243
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Windham, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Bob B.
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Bob B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 329 reviews
120 repeat clients
50 years of experience
Windham,, NY, 12496

“My girl Gemma is a 4 month Hound/Shepard mix full of energy. I was nervous to leave our new baby, but Mr. B came with many raving reviews and repeat clients. I read their background and many reviews and trusted that my girl would be well taken care of. She was taken vare of and whenever I needed any update, Bob was able to reassure me that everything was just fine. Gemma’s first time away from us was probably harder on me. Luckily she had another puppy their to play with the entire time. I am thankful to Bob & Deb for the great care they took of my Gemma”

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Cynthia B.
Sitter Profile Image: Saskia C.
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Saskia C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Kinderhook, NY, 12106

“Saskia was absolutely fantastic! She took such wonderful care of our two energetic dogs and our energetic cat, and we couldn't have been happier. She truly went above and beyond, staying in constant communication with us the whole time we were away and sending photos and updates that really put our minds at ease. She put an incredible amount of heart into caring for our pets—she easily gave one hundred and fifty to two hundred percent—and her response time was incredibly fast.”

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tamas u.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 79 reviews
30 repeat clients
10 years of experience
Hudson, NY, 12534

“Candice was amazing and we could tell our dog Zoey had a great time with their family! Very responsive and punctual with both pick up and drop off. Highly recommend for anyone looking for a sitter!”

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Wesley E.
Sitter Profile Image: Simon L.
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Simon L.
from
$60
per night
5.0 out of 5 stars
• 29 reviews
9 repeat clients
5 years of experience
Saugerties, NY, 12477

“Simon watched our little pup while we went away for the weekend. The two of them became fast buddies and we were grateful to know our little guy was with someone he was so comfortable with.”

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Drew M.
Sitter Profile Image: Meghan & Sean H.
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Meghan & Sean H.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Germantown, NY, 12526

“We had SUCH a wonderful experience with Meghan & Sean—and so did our pup! Our 3yo dog is nervous around new people and can be reactive. We were worried about how she would do staying with a family with young kids. Meghan & Sean listed to our worries and helped up brainstorm ways to put our dog at ease. And it worked like a charm! We were so grateful to the extra time Meghan & Sean spent to make both the humans and the doggo feel positive about the plan. We loved getting pics of the crew on their daily walks. It was also really really REALLY nice to see how much love Meghan and fam have for all animals, and how positive they were about our sometimes tricky dog. Our dog had a great week and we will definitely return to Meghan & Sean for future doggy needs, whether it is another week or a shorter visit. Highly recommend, zero notes!”

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Gabrielle B.
Sitter Profile Image: Anthony & Jane G.
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Anthony & Jane G.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Voorheesville, NY, 12186

“Anthony and Jane were fantastic. Great communicators, really nice setup on their property with tons of space and a fenced yard. My dog got along well with theirs. Will definitely book again.”

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Jason H.
Sitter Profile Image: Cipriana & Pamela C.
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Cipriana & Pamela C.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 163 reviews
81 repeat clients
14 years of experience
Saugerties, NY, 12477

“Cipriana and Pamela were communicative and professional. Dorito was much calmer than I thought she would be for her first overnight away. Thank you!”

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Elizabeth A.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
33 years of experience
Kingston, NY, 12401

“I highly recommend Amanda! This was my first time using Rover as well as my 5 year old dog's first time staying with anyone other than family. Amanda was great with communication from the beginning and reassuring throughout the whole process from initial contact to setting up a meet and greet to regular updates while we were away. My dog took to her right away and felt very comfortable with her throughout her stay as seen by cuddling pictures and happy outdoor time. I feel so fortunate to have found a reliable and trustworthy sitter.”

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Liza P.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$78
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
16 years of experience
West Hurley, NY, 12491

“Jenny was great! Our Rassí boi had a lovely time with the pups. Jenny was communicative and made me feel at easy leaving our wee one. Thank you Jenny!”

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Kerry P.
Sitter Profile Image: Marilla A.
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Marilla A.
from
$115
per night
4.5 out of 5 stars
• 4 reviews
13 years of experience
Hunter, NY, 12442

About: I grew up with all different types of animals my whole life. I have been a dog mom for 13 years. I am great at walking dogs who have aggression towards other dogs, I know how to find a calm route to take and distract them before conflict arises! I recently lost my 90 lb alapaha blue blood bulldog mix to a terminal illness and am looking forward to spending time with other people's dogs. I am a self employed artist, volunteer, and executive director of a free store that I physically staff on Saturdays, so I have a very flexible schedule. I I will care for your pets with so much attentiveness and love! Just give me a set of instructions and I will show them a great time. I am happy to board as well as make house calls, and I live in a 2 bedroom apartment with my 4 year old foster daughter. We live next to many swimming holes and in a location with greay walkability.

Sitter Profile Image: Carlee R.
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Carlee R.
from
$45
per night
5.0 out of 5 stars
• 50 reviews
17 repeat clients
10 years of experience
Athens, NY, 12015

“Sophie definitely enjoyed her stay with Carlee and family. I was anxious about leaving her for eight days as she had not been away from me since moving to Hudson four years ago during the pandemic. Carlee was quick to answer my texts and reassure me that Sophie was adjusting well. I will definitely use her again!”

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Sally H.
Sitter Profile Image: Azael G.
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Azael G.
from
$70
per night
5.0 out of 5 stars
• 1 review
3 repeat clients
4 years of experience
Kingston, NY, 12401

“Was very happy with the experience for Waffles”

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Craig M.
Sitter Profile Image: Marika A.
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Marika A.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Kingston, NY, 12401

“Marika was amazing! Feel very fortunate to have gotten her on short notice. My Viszla mix Susie loved her immediately. Marika took her on lots of walks (with tick check afterwards), sent updates, and her house/backyard space were perfect for an active breed. She went above and beyond when it came to making sure Susie was stimulated, making up little games for her to play with the squirrels and rabbits. Anytime I'm in the area I'll definitely be looking to book with Marika.”

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Vincent D.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
25 years of experience
Catskill, NY, 12414

“Jennifer was great with Poppy. Poppy is an older dog that is very social and can over do things. Jennifer was able to adjust and manage balancing out between poppy’s physical and mental needs. I could tell when I got there how much poppy loved spending time at their home. If I have any regret, it is not finding Jennifer earlier in Poppy’s life as she would have really loved spending time wandering the marvelous property.”

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Marc C.
Sitter Profile Image: Patrick & Sara M.
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Patrick & Sara M.
from
$80
per night
5.0 out of 5 stars
• 75 reviews
30 repeat clients
13 years of experience
Slingerlands, NY, 12159

“Patrick was amazing with our wild child, an 11 month old exuberant black puppy. She spent 5 days with him and his pack. He is like the dog whisperer! She came home happy, healthy and had dropped some of her less polite behaviors. She will go back whenever we have to go away and hopefully even start doing some daycare while I’m at work. The only way to describe how awesome it was is to say she was only moderately happy to see us and would have been fine if we left her there, lol! Patrick was awesome! Sending frequent pictures and videos updating us on her stay. She really was at camp! I can’t recommend strongly enough! She LOVED it!”

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Sheri S.
Sitter Profile Image: Brianne M.
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Brianne M.
from
$170
per night
5.0 out of 5 stars
• 33 reviews
5 repeat clients
15 years of experience
Hudson, NY, 12534

About: I have a genuine love for animals and have cared for a variety over the years, from my own 16 year old Shiba Inu (she passed just last May) and 1 year old Maine Coon, to my friends and families pets, including farm animals! From dogs and cats to birds and more, I provide tailored care, including administering medications and meeting dietary needs. Based in New York, I'm available to serve clients in the city and surrounding areas, although I am open to traveling. Whether it's a short trip or an extended vacation, I can accommodate your needs and provide a stress-free experience. I am a working creative in the process of developing my own consulting business. I have worked in the art department for fashion, design and film companies for over 10 years and am just now taking this opportunity to travel to places I’ve never been while enjoying a slower way of life. Trust is paramount, and I take it seriously. Your home and belongings will be treated with the utmost respect and care, giving you peace of mind while you're away. With me as your trusted sitter, you can stay connected with regular updates and adorable photos of your pets. I'm always available to address any questions or concerns you may have. Clear communication is key to a great house sitting experience.

Sitter Profile Image: Jess S.
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Jess S.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
35 years of experience
Voorheesville, NY, 12186

About: Hello! My name is Jess, and I am excited to offer my pet services to you and your furry family members. With 35 years of experience as a pet care provider and over 20 years in rescue, I bring a wealth of knowledge and compassion to every pet I care for. My commitment to animal welfare includes over twenty years volunteering for a local rescue organization, as well as six years on the board where I'm currently serving as President. Having recently retired, I now devote all my time to my one true love—pets. I'm a foster failure many times over and I'm looking forward to spending my days with my pups. My extensive experience includes special needs care, managing diet and allergy restrictions, light physical therapy, basic pet CPR and first aid, senior care and administering medications. I'm well versed in animal behaviors and speak their language. I know what they want to do and what they don't want to do with just about any pet I come in contact with. Whether your pet needs a walk, a visit, a sample delivered to the vet, transportation to vet/medical appointments, grooming services, or a comforting home away from home while you're away, I've got you covered. I offer overnight boarding (longer stays available) for vaccinated and friendly pets in my home, along with check-ins and walking services. I have a grooming room in my home to provide a full service spa day for your pet, ensuring they feel pampered and loved, and look like a million bucks when you return. It can be one of the hardest things we do, leaving our pets. Having someone you trust and your pets love can make or break your travel plans, or your decision to add a pet to a working family. Life is better with dogs, let me help you live your best dog mom/dad life... I look forward to meeting your pets (and you of course).. I'm retired, so I'm flexible. I'm available almost any day/time, with some notice. While a booking is preferred, I can usually accommodate last minute requests (at least an hour or two notice). If I cannot, I can refer you to another trusted pet care giver. I have over an acre of property with a fenced in yard. Quiet cul-de-sac in village area. No thru vehicle traffic, light foot traffic. I have four rescue pugs who can't wait to meet their next best friend. They love play dates with other pets, I'm in rescue and frequently host meetups, transport drops and foster, so there are always furry friends for play time. However, if your pet is a little less energy and enjoys nap time and quiet, I can easily accommodate that as well. Take away, your pet will be safe, secure, loved, pet and very well cared for. They'll ask you when they can come back!

Sitter Profile Image: Courtney C.
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Courtney C.
from
$85
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Red Hook, NY, 12571

About: I have been taking care of dogs for over 10 years, giving them lots of love and attention. I also have a lot of experience and self learned basic training commands. I work from home and have a flexible schedule which opens my availability for lots of walks and outside play time with your doggo while they are with me. We have a fenced in backyard which leads to the side kitchen door. We also have an outdoor patio area that we love spending time in.

Sitter Profile Image: Catherine M.
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Catherine M.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Hurley, NY, 12443

About: I’ve always had a passion for animals my whole life and would love to provide an easy, safe and affordable sitting and walking experience for you and your family! I have over 15 years dog watching, walking and loving experience and would love to help you out! I’m able to come to your home and stay overnight, just a day or even just an hour. Whatever pet services you need provided for your fluffy best friend I can accommodate. I’ve always been told I have a way with animals and I think it’s just because they have always genuinely made me happy. I’m sure you’ll be happy with the way I treat your pup and I know they’ll be happy to stretch their legs with me! I’m currently available full-time to board animals at my private house on a quiet street! I also offer dog walking and drop ins as well as housesitting! My home is pet free at the moment so your animal will have their own private Airbnb and full reign of my cozy little house!

Sitter Profile Image: John C.
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John C.
from
$100
per night
1 repeat client
9 years of experience
Delmar, NY, 12054

About: I offer boarding and drop-in care here in Delmar, Our fenced-in yard gives pups plenty of room to run, play, and explore. My goal is to give every pup the attention, structure, and care they deserve—whether that means reliable boarding while you’re away, daily drop-in visits to keep them happy and active, or training to help them thrive. I’m committed to making life easier for you and ensuring your dog enjoys every moment in my care. Pet care is woven into our everyday routine—it’s not just a service, it’s part of our lifestyle. Pet care and training is the heartbeat of the home! I have a fenced in yard and a variety of crates and playpens to keep your pup safe. We do require a meet and greet.

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The median cost per night for dog boarding in Windham is $65

Dog parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

What a lovely experience! Bob and Debbie are knowledgeable and caring. No problems! Am thankful they live by me and will always use their services.

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Wendy W.
Boarding
5.0 out of 5 stars

Bob is the only one I trust with Lola. He truly loves her and takes great care of her. She always looks forward to her time with Bob. He’s the best!

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Tamar S.
Boarding
5.0 out of 5 stars

Bob and Debby were amazing! We left our golden Riley with them for our wedding weekend at Windham Manor. I was able to pick Riley up for walks as I pleased and they even brought her to our venue for pictures. I highly recommend using them if you’re in need of a sitter in Windham!

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Melissa J.
Boarding
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How to book dog boarding

  1. 1. Search

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Popular requests for dog boarding - Windham

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Sitters in Windham average 12
repeat dog boarding clients

FAQs for Dog Boarding - Windham

Frequently asked questions about Rover

The average cost of Dog Boarding in Windham on Rover is $37 per night as of October 2026. Most bookings cost between $32 and $39 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 119 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

100% of sitters in Windham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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